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$87+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/14. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated January 8, 2026.

Round-trip from

$200
(American Airlines)

One-way from

$87
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$282

Good round-trip deal

$247 or less

Good one-way deal

$125 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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Highest demand for flights based on searches. 10% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This American Airlines deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/296:00 amJAX - SJU
2 stops10h 01mAmerican Airlines
Thu 2/58:20 amSJU - JAX
1 stop14h 49mAmerican Airlines
Deal found 1/8$200
This American Airlines deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/276:00 amJAX - SJU
2 stops11h 22mAmerican Airlines
Fri 1/308:20 amSJU - JAX
1 stop8h 21mAmerican Airlines
Deal found 1/7$202
This Priceline deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/299:04 pmJAX - SJU
1 stop21h 22mFrontier
Mon 2/212:55 pmSJU - JAX
1 stop8h 06mFrontier
Deal found 1/6$203
This Frontier deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/110:51 pmJAX - SJU
1 stop10h 54mFrontier
Fri 3/131:59 amSJU - JAX
1 stop13h 20mFrontier
Deal found 1/8$206
This Delta deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/223:12 pmJAX - SJU
1 stop7h 33mDelta
Wed 1/286:27 pmSJU - JAX
1 stop6h 32mDelta
Deal found 1/7$208
This Kiwi.com deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/299:04 pmJAX - SJU
1 stop21h 22mMultiple Airlines
Tue 2/37:10 amSJU - JAX
2 stops36h 23mMultiple Airlines
Deal found 1/7$209
This Priceline deal was found by Cheapflights users on 1/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/144:04 pmJAX - SJU
1 stop8h 40mFrontier
Thu 3/1910:55 amSJU - JAX
1 stop11h 05mFrontier
Deal found 1/7$211
This Priceline deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/268:56 pmJAX - SJU
1 stop14h 49mMultiple Airlines
Wed 1/288:15 amSJU - JAX
1 stop11h 00mMultiple Airlines
Deal found 1/6$212
This Delta deal was found by Cheapflights users on 1/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:30 amJAX - SJU
1 stop10h 45mDelta
Thu 5/1412:50 pmSJU - JAX
1 stop7h 51mDelta
Deal found 1/8$216
This Orbitz deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/239:18 pmJAX - SJU
1 stop19h 32mFrontier
Mon 1/2612:55 pmSJU - JAX
1 stop8h 06mFrontier
Deal found 1/6$217
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/266:00 amJAX - SJU
2 stops10h 01mAmerican Airlines
Wed 1/281:58 pmSJU - JAX
1 stop9h 11mAmerican Airlines
Deal found 1/6$218
This American Airlines deal was found by Cheapflights users on 1/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:33 pmJAX - CUR
1 stop17h 32mAmerican Airlines
Tue 2/105:45 pmCUR - JAX
1 stop7h 14mAmerican Airlines
Deal found 1/6$263

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 5/11

2:30 pm-8:06 pm

1 stop5h 36m

San Juan Luis Munoz Marin Intl

Thu 5/14

6:15 am-1:37 pm

1 stop7h 22m

$216

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 4/15

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Mon 4/20

12:30 pm-3:58 pm

Nonstop3h 28m

$220

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/6

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Thu 5/14

11:59 pm-10:16 am

1 stop10h 17m

$221

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Sat 5/9

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Wed 5/13

12:30 pm-3:58 pm

Nonstop3h 28m

$225

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/6

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Sat 5/9

12:30 pm-3:58 pm

Nonstop3h 28m

$225

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/13

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Wed 5/20

12:30 pm-3:58 pm

Nonstop3h 28m

$225

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Wed 5/6

4:55 pm-7:53 pm

Nonstop2h 58m

San Juan Luis Munoz Marin Intl

Tue 5/12

12:00 pm-9:19 pm

1 stop9h 19m

$240

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Fri 5/15

2:30 pm-10:54 pm

1 stop8h 24m

San Juan Luis Munoz Marin Intl

Wed 5/20

6:15 am-2:48 pm

1 stop8h 33m

$243

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Mon 3/30

4:45 pm-7:35 pm

Nonstop2h 50m

San Juan Luis Munoz Marin Intl

Tue 4/7

7:00 am-6:37 pm

1 stop11h 37m

$253

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

Tue 3/31

7:35 pm-2:58 am

1 stop7h 23m

San Juan Luis Munoz Marin Intl

Tue 4/7

7:00 am-6:37 pm

1 stop11h 37m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/7

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 8, 2026.

When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 9% versus a flight in the afternoon.

What is the cheapest day to fly from Jacksonville to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on January 3, 2026.

Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Sunday afternoons when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated January 8, 2026.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,250 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,031 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,095 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
JetBlue
7.2
Good
2,892 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Frontier
5.7
Fair
3,061 reviews
Southwest
8.0
Very good
4,250 reviews

Crew

8.6

Overall

8.0

Food

7.0

Boarding

8.1

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 2h 58m. Delta provides one of the quickest options available for as low as $220. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($57), Southwest ($88), and Delta ($98).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Saint Thomas Island Cyril E King or Jacksonville - Punta Cana as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $229, our data shows the cheapest flight currently is $94. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $179 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from Jacksonville to Caribbean

Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$110Average$523FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$114Average$316FlexibilityNo cancel feeOn-time62%
JetBlueCheapest$169Average$314FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$208Average$501FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$233Average$562FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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